109954-64-5 Usage
Uses
Used in Pharmaceutical Industry:
5'-Tosyl-2'-deoxy Guanosine is used as a key intermediate in the synthesis of nucleotide analogs for the development of antiviral and anticancer drugs. Its unique chemical properties allow for the formation of stable phosphoamide linkages, making it a valuable building block for the creation of novel therapeutic agents.
Used in Research Applications:
5'-Tosyl-2'-deoxy Guanosine is used as a research tool for studying the mechanisms of DNA replication, repair, and damage recognition. Its ability to act as a noncleavable substrate for DNA polymerases makes it an ideal candidate for investigating the fidelity and processivity of these enzymes, as well as for probing the structural and functional aspects of DNA polymerase complexes.
Used in Synthesis of α,β-methylene-2''-deoxynucleoside 5''-triphosphates:
5'-Tosyl-2'-deoxy Guanosine is used in the synthesis of α,β-methylene-2''-deoxynucleoside 5''-triphosphates, which are noncleavable substrates for DNA polymerases. These analogs are valuable for studying the mechanisms of DNA synthesis and for developing new antiviral agents that can terminate DNA chain elongation, thereby inhibiting viral replication.
Check Digit Verification of cas no
The CAS Registry Mumber 109954-64-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,9,9,5 and 4 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 109954-64:
(8*1)+(7*0)+(6*9)+(5*9)+(4*5)+(3*4)+(2*6)+(1*4)=155
155 % 10 = 5
So 109954-64-5 is a valid CAS Registry Number.
109954-64-5Relevant articles and documents
α,β-Methylene-2′-deoxynucleoside 5′-triphosphates as noncleavable substrates for DNA polymerases: Isolation, characterization, and stability studies of novel 2′-deoxycyclonucleosides, 3,5′-cyclo-dG, and 2,5′-cyclo-dT
Liang, Fengting,Jain, Nidhi,Hutchens, Troy,Shock, David D.,Beard, William A.,Wilson, Samuel H.,Chiarelli, M. Paul,Cho, Bongsup P.
experimental part, p. 6460 - 6470 (2009/10/23)
We report synthesis and characterization of a complete set of α,β-methylene-2′-dNTPs (α,β-m-dNTP; N = A, C, T, G, 12-15) in which the α,β-oxygen linkage of natural dNTP was replaced by a methylene group. These nucleotides were designed to be noncleavable substrates for DNA polymerases. Synthesis entails preparation of 2′-deoxynucleoside 5′-diphosphate precursors, followed by an enzymatic γ-phosphorylation. All four synthesized α,β-m-dNTPs were found to be potent inhibitors of polymerase β, with Ki values ranging 1-5 μM. During preparation of the dG and dT derivatives of α,β-methylene diphosphate, we also isolated significant amounts of 3,5′-cyclo-dG (16) and 2,5′-cyclo-dT (17), respectively. These novel 2′-deoxycyclonucleosides were formed via a base-catalyzed intramolecular cyclization (N3 → C5′ and O2 → C5′, respectively). In acidic solution, both 16 and 17 underwent glycolysis, followed by complete depurination. When exposed to alkaline conditions, 16 underwent an oxidative deamination to produce 3,5′-cyclo-2′-deoxyxanthosine (19), whereas 17 was hydrolyzed exclusively to dT.
